FComEx: CE(16:0) (PC000193)

Record Information

Version

1.0

Creation date

2015-10-09 22:29:10 UTC

Update date

2017-01-19 02:36:16 UTC

FoodComEx ID

PC000193

FoodDB Record

FDB022299

Chemical Information

Name

CE(16:0)

Description

Cholesteryl palmitic acid is a cholesteryl ester. A cholesteryl ester is an ester of cholesterol. Fatty acid esters of cholesterol constitute about two-thirds of the cholesterol in the plasma. Cholesterol is a sterol (a combination steroid and alcohol) and a lipid found in the cell membranes of all body tissues, and transported in the blood plasma of all animals. The accumulation of cholesterol esters in the arterial intima (the innermost layer of an artery, in direct contact with the flowing blood) is a characteristic feature of atherosclerosis. Atherosclerosis is a disease affecting arterial blood vessels. It is a chronic inflammatory response in the walls of arteries, in large part to the deposition of lipoproteins (plasma proteins that carry cholesterol and triglycerides). Cholesteryl palmitate is one of the four important lipids found in the tear film. Amniotic fluid cholesteryl palmitate, as measured by thin-layer chromatography, appears to be a very sensitive and specific predictor for the risk of respiratory distress syndrome (RDS) in newborns of normal pregnancies. (PMID: 3405552, 16922549) [HMDB]

CAS Number

601-34-3

Structure

MOL SDF PDB SMILES InChI

Synonyms

Synonym	Source
(3b)-Cholest-5-en-3-ol hexadecanoate	Generator
(3b)-Cholest-5-en-3-ol hexadecanoic acid	Generator
(3beta)-Cholest-5-en-3-ol hexadecanoate	ChEBI
(3beta)-Cholest-5-en-3-ol hexadecanoic acid	Generator
(3β)-cholest-5-en-3-ol hexadecanoate	Generator
(3β)-cholest-5-en-3-ol hexadecanoic acid	Generator
1-palmitoyl-cholesterol	hmdb
16:0 Cholesterol ester	hmdb
cholest-5-en-3-yl palmitate	hmdb
Cholest-5-ene-3-beta-yl palmitate	hmdb
cholesterol 1-hexadecanoate	hmdb
cholesterol 1-hexadecanoic acid	hmdb
cholesterol 1-palmitoate	hmdb
cholesterol 1-palmitoic acid	hmdb
Cholesterol Ester(16:0)	hmdb
Cholesterol Ester(16:0/0:0)	hmdb
Cholesterol palmitate	hmdb
Cholesterol palmitic acid	Generator
cholesteryl 1-hexadecanoate	hmdb
cholesteryl 1-hexadecanoic acid	hmdb
cholesteryl 1-palmitoate	hmdb
cholesteryl 1-palmitoic acid	hmdb
Cholesteryl hexadecanoate	hmdb
Cholesteryl hexadecanoic acid	hmdb
Cholesteryl palmitate	hmdb
Cholesteryl palmitic acid	hmdb
Hexadecanoate, cholesteryl ester	Generator
Hexadecanoic acid	HMDB
Hexadecanoic acid cholesteryl ester	hmdb
Hexadecanoic acid, cholesteryl ester	ChEBI
Palmitate cholesteryl ester	Generator
Palmitic acid cholesteryl ester	hmdb

Chemical Formula

C43H76O2

IUPAC name

(1S,2R,5S,10S,11S,14R,15R)-2,15-dimethyl-14-[(2R)-6-methylheptan-2-yl]tetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadec-7-en-5-yl hexadecanoate

InChI Identifier

InChI=1S/C43H76O2/c1-7-8-9-10-11-12-13-14-15-16-17-18-19-23-41(44)45-36-28-30-42(5)35(32-36)24-25-37-39-27-26-38(34(4)22-20-21-33(2)3)43(39,6)31-29-40(37)42/h24,33-34,36-40H,7-23,25-32H2,1-6H3/t34-,36+,37+,38-,39+,40+,42+,43-/m1/s1

InChI Key

BBJQPKLGPMQWBU-JADYGXMDSA-N

Isomeric SMILES

[H][C@@]1(CC[C@@]2([H])[C@]3([H])CC=C4C[C@H](CC[C@]4(C)[C@@]3([H])CC[C@]12C)OC(=O)CCCCCCCCCCCCCCC)[C@H](C)CCCC(C)C

Average Molecular Weight

625.0623

Monoisotopic Molecular Weight

624.584531676

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as cholesteryl esters. Cholesteryl esters are compounds containing an esterified cholestane moiety.

Kingdom